Trail Running calendar near Brentwood 2025-2026

We have found 305 Trailruns within 80 miles of Brentwood. See below where and when you can find the races.

Take on the South Coast Ultra Challenge along the South Downs Way from Eastbourne to Arundel, passing Beachy Head, the Seven Sisters and Brighton on stunning coastal trails. Choose distances from 25 km up to a full 100 km continuous or spli..

Guided 10km evening trail run around Silent Pool, following the North Downs Way through Netley Heath to Shere. Sunset and headtorch night runs are social guided outings not races, ideal for fit trail runners.

Take on the 50 km Boudicca Way ultra through scenic Norfolk countryside from Diss to Trowse, Norwich on 12 September 2026. Limited to 250 runners, enjoy checkpoint support, GPS tracking and a warm finishers meal.

Run scenic, undulating woodland and lakeside trails around Bewl Water in Lamberhurst, Kent, with distances from 10K to a 50K ultra. This biannual series, praised by Runners World, offers measured courses, route maps and finisher medals.

Run or walk the Thames Path Ultra Challenge from Putney to Henley, with distances from a 10 km riverside loop up to the full 100 km ultra. Choose a one day push or a relaxed two day option with midway camping and festival vibes in Henley.

Run scenic trails in the Surrey Hills at Farnham Pilgrim on 13 September 2026, with hilly routes and great views. Pick a half or full marathon and enjoy friendly marshals, water stations and a lively finish at The Sands Recreation Ground.

Run scenic, hilly trails around medieval Rye, linking ancient tracks through the High Weald and passing Norman churches. Choose 30k or 15k with about 1,500 ft of climb in a lively community event that supports a local charity.

Join the Alf Shrubb Memorial 10k and 5k in Slinfold, a friendly trail race through West Sussex countryside finishing at Slinfold Cricket Club. Chip timing, medals, cakes and a licensed bar make it a lively community fundraiser supporting lo..

A scenic 13.1 mile trail through Richmond Park, starting and finishing at Sheen Gate. Rolling trails, lakeside views and woodland wildlife make this a refreshingly classic half marathon for runners of all levels.

Chiltern Wonderland 50 is a single loop 50 mile trail from Goring on Thames that tackles 5,600 ft of climb along the Ridgeway and Thames Path, promising a tough and scenic day in the Chiltern Hills. Well marked course and five aid stations..

UTMB Index

The Lucky Horseshoe invites runners to tackle scenic out and back trails around Bury St Edmunds on 19 September 2026, with distances from 5k to ultra and friendly aid stations. Expect a bespoke finisher medal and a welcoming race village at..

Run Triple Trail Races at Loddington Farm on 19 September 2026 and link the North Downs Way Greensand Way and Weald Way across 25 km to 100 km options. Expect a revamped 50 km, a buzzing race village and on site camping.

Event overview The Bradenham Blast takes place on Sunday 20th September 2026 and offers three trail distances: 5km 10km Half Marathon (21.1km) Routes run through beech woodland and across the Bradenham Estate in the Chiltern Hills, which..

Run scenic countryside trails at the Clipston Trail Half Marathon and Country 5 Miler, starting from Clipston Recreation Ground. Enjoy rolling hills, a homemade cake at the finish and the feel good factor of supporting local playing fields.

Take on the Chiltern 50 Ultra Challenge from Henley Showground and enjoy looped trails through the rolling Chiltern countryside, with walk, jog or run options to suit every pace. Basecamp adds camping, a Saturday meal and shuttle service.

Join The Pumpkin Run in Colchester on Sunday 27 September 2026 for 10K, 5K or a fun 1K family dash through scenic fields and a festive pumpkin corn trail. Expect chip timing, an event village, exclusive medals and plenty of family friendly..

October 2026

The South Downs 100 mile (Autumn Event) is a challenging single-loop trail race held in the scenic South Downs National Park, starting at Plumpton Racecourse in Lewes, East Sussex. Covering 100 miles with over 12,000 feet of elevation, the..

Run to the Sea Bournemouth on 3 October 2026 is a point to point 50 km ultra from Moors Valley to Hengistbury Head, pairing flat scenic forest trails with seafront running. Course is fully signed with feed stations, a finish medal and event..

Take on the scenic 50 km challenge through Epping Forest in London on 3 October 2026. Enjoy sweeping trails, leafy views and a rewarding long distance test for experienced runners.

Take on 25 km of scenic trails through Epping at the London EcoTrail, an eco focused run that blends challenge with beautiful countryside views. Perfect for trail lovers seeking a green, memorable race day.